Carbon Dioxide → HCID 15022347, 화합물

HRID 256522노트

반응식

HRID 256522 반응식
[Cl:1][C:2]1[C:3]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[CH:4][S:5][CH:6]=1.C([Li])CCC.[C:21](=[O:23])=[O:22]>C1COCC1>[Cl:1][C:2]1[C:3]([C:7]([NH:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:8])=[C:4]([C:21]([OH:23])=[O:22])[S:5][CH:6]=1

참가 물질

5

반응물 3

HCID 280Carbon DioxideHCID 15022346HCID 15022346, 화합물HCID 178418339Butyllithium

생성물 1

HCID 15022347HCID 15022347, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-70 °C

실험 절차

4-Chlorothiophene-3-carboxanilide (14.6 g, 0.061 mol) is dissolved in 450 ml of THF and the solution is cooled to -70° C.; n-butyllithium (0.13 mol, 1.6N solution in n-hexane) is then added. After 30 minutes, carbon dioxide is gassed in until the solution was saturated, and the solution is allowed to heat up slowly to room temperature. It is then concentrated to dryness, the solid residue is taken up in a mixture of water, sodium hydroxide solution and ethyl acetate, the phases are separated and the aqueous phase is acidified with hydrochloric acid, thus precipitating the carboxylic acid. Yield: 13.5 g, 78%; m.p. 208°-210° C. (active ingredient no. 2.008).

후처리

  1. temperatureto heat up slowly to room temperature
  2. concentrationIt is then concentrated to dryness
  3. additionthe solid residue is taken up in a mixture of water, sodium hydroxide solution and ethyl acetate
  4. customthe phases are separated
  5. customthus precipitating the carboxylic acid

출처 및 근거

ORD 기록
ord-a98bb1d9ed8b43029bbe045dea276166
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05258357

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